1036572-20-9Relevant articles and documents
Expanding the forefront of strong organic br?nsted acids: Proton-catalyzed hydroamination of unactivated alkenes and activation of au(i) for alkyne hydroamination
Mirabdolbaghi, Roya,Dudding, Travis
, p. 1930 - 1933 (2015)
The synthesis of a solid, bench-stable, strong organic Br?nsted acid with a computed pKa of 0.9 is reported. An X-ray crystal structure and DFT calculations are provided which offer insight into the bonding of this acid. The application of this
Br?nsted acid catalyzed monoalkylation of anilines with trichloroacetimidates
Wallach, Daniel R.,Stege, Patrick C.,Shah, Jigisha P.,Chisholm, John D.
, p. 1993 - 2000 (2015/02/19)
Trichloroacetimidates are useful alkylating agents for aromatic amines, requiring only a catalytic amount of a Br?nsted acid to facilitate the reaction. Monoalkylation predominates under these conditions. Electron-poor anilines provide superior yields, with electron-rich anilines sometimes showing competitive Friedel-Crafts alkylation. A single flask protocol with formation of the imidate in situ is demonstrated, providing a convenient method for the direct substitution of alcohols with anilines. Reaction with a chiral imidate favors a mechanism that proceeds through a carbocation intermediate.
Gallium trichloride catalyzed hydroamination of alkynes: Scope, limitation, and mechanistic studies by dft
Li, Lei,Huang, Genping,Chen, Zhou,Liu, Wei,Wang, Xiufang,Chen, Yanmei,Yang, Lijuan,Li, Wu,Li, Yahong
supporting information, p. 5564 - 5572 (2012/11/07)
The successful application of gallium trichloride as a catalyst for the intermolecular hydroamination of alkynes with aromatic amines is reported. The reaction is effective with many aniline derivatives and shows exclusive selectivity for the Markovnikov